| Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid |
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| 引用本文： | Xiao Yin YANG Christian HAUG 等. Stereoselective Synthesis of syn-and anti-3a-Hydroxyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid[J]. 中国化学快报, 2003, 14(2): 130-132 |
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| 作者姓名： | Xiao Yin YANG Christian HAUG 等 |
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| 作者单位： | [1]StateKeyLaboratoryofDrugResearch,ShanghaiInstituteofMateriaMedica,ShanghaiInstitutesforBiologicalScioences,ChineseAcademyofScience,Shanghai200031 [2]Currentaddress:BicollBiotechnology,ShanghaiInstituteofMateriaMedica,ShanghaiInstitutesforBiologicalScioences,ChineseAcademyofScience,Shanghai200031 |
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| 基金项目： | financial supports from Bayer AG，Company and National Natural Science Foundation of China (Grant Number 30123005)，CH thanks the DAAD for a scholarship from its program 揃iowissenschaften? |
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| 摘 要： | The structure of syn-and anti-N^b-(p-toluenesulfonyl)-3a-hydroxyl-1,2,3,3a,8,8a-hexahydro pyrrolo[2,3,-b]indole-2-carboxylic t-butyl ester was stercoselectively synthesized by oxidative ring formation of N^b-(p-toluenesulfonyl)-L-tryptophan t-butyl ester in methylene chloride containing dimethyldioxirane(DMDO),the p-toluenesulfonly group and t-butyl group can be easily removed by sodium naphthalenide and trifluoroacetic acid,respectively.
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| 关 键 词： | 3a-羟基-1 2 3 3a 8 8a-六氢化吡咯并[2 3 6]吲哚-2-羧酸 合成 立体选择性 天然化合物 生物活性 |
Stereoselective Synthesis of syn- and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid |
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| Xiao Yin YANG,Christian HAUG,Yi Ping YANG,Zhi Sheng HE,Yang YE. Stereoselective Synthesis of syn- and anti-3a-Hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo[2,3-b] indole-2-carboxylic Acid[J]. Chinese Chemical Letters, 2003, 14(2): 130-132 |
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| Authors: | Xiao Yin YANG Christian HAUG Yi Ping YANG Zhi Sheng HE Yang YE |
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| Abstract: | The structure of syn- and anti-Nb-(p-toluenesulfonyl)-3a-hydroxyl-1, 2, 3, 3a, 8, 8a-hexahydro pyrrolo[2,3-b] indole-2-carboxylic t-butyl ester was stereoselectively synthesized by oxidative ring formation of Nb-(p-toluenesulfonyl)-L-tryptophan t-butyl ester in methylene chloride containing dimethyldioxirane (DMDO), the p-toluenesulfonyl group and t-butyl group can be easily removed by sodium naphthalenide and trifluoroacetic acid, respectively. |
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| Keywords: | Oxidative ring formation stereoselective synthesis sodium naphthalenide. |
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